Composition and method of making cationic surfactants with two quaternary ammonium head groups

Patent metadata

Field	Value
Publication number	US-11795374-B2
Application number	US-202117490686-A
Country	US
Kind code	B2
Filing date	Sep 30, 2021
Priority date	Sep 30, 2021
Publication date	Oct 24, 2023
Grant date	Oct 24, 2023

Abstract

A surfactant composition is provided. The composition includes chemical structure represented by Formula (1):

where R 1 represents a hydrocarbon group, a substituted hydrocarbon group, an alkyl ester group, or an alkyl amine having from 4 to 28 carbon atoms, and R 2 and R 3 represent hydrocarbon groups having from 1 to 5 carbon atoms. Also provided is a composition including a brine comprising a total salinity of at least 20,000 mg/L and the chemical structure shown in Formula (1). Methods of making a composition including the chemical structure represented by Formula (1) are also provided.

First claim

What is claimed:

1. A composition of matter comprising:
a chemical structure as shown in Formula (1);

wherein R 1 represents, an alkyl ester group or an alkyl amine having from 4 to 28 carbon atoms; and
wherein R 2 and R 3 represent hydrocarbon groups having from 1 to 5 carbon atoms.

2. The composition of claim 1 , wherein R 1 is a hydrophobic group.

3. The composition of claim 1 , wherein R 1 is selected from the group consisting of an erucyl amidopropyl group, an oleyl amidopropyl group, and combinations thereof.

4. A method of making a surfactant comprising:
providing a mixture of a tertiary amine having a chemical structure shown in Formula (2), a tertiary amine hydrochloride having a chemical structure shown in Formula (3), epichlorohydrin, and a solvent; and

maintaining the mixture at an elevated temperature to produce the surfactant;
wherein R 1 represents a hydrocarbon group, a substituted hydrocarbon group, an alkyl ester group, or an alkyl amine having from 4 to 28 carbon atoms; and
wherein R 2 and R 3 represent hydrocarbon groups having from 1 to 5 carbon atoms.

5. The method of claim 4 , wherein the tertiary amine is selected from the group consisting of N,N-Dimethylerucylamine; N, N-dimethyl-oleyl-1, 3-propylenediamine; N, N-dimethyloctadecylamine, and combinations thereof.

6. The method of claim 4 , wherein the tertiary amine hydrochloride is trimethylamine hydrochloride.

7. The method of claim 4 , wherein the mixture is maintained at a temperature of from about 30 to 100° C.

8. A composition comprising:
a brine comprising a total salinity of at least 20,000 mg/L; and
a chemical structure as shown in Formula (1);

wherein R 1 represents a hydrocarbon group, a substituted hydrocarbon group, an alkyl ester group, or an alkyl amine having from 4 to 28 carbon atoms; and
wherein R 2 and R 3 represent hydrocarbon groups having from 1 to 5 carbon atoms.

9. The composition of claim 8 , wherein R 1 is a hydrophobic group.

10. The composition of claim 9 , wherein the composition is stable in seawater at 95° C. for 2 days.

11. The composition of claim 9 , wherein an interfacial tension of a crude oil surfactant solution the is less than 0.1 mN/m.

12. The composition of claim 8 , wherein R 1 is selected from the group consisting of an erucyl amidopropyl group, an octadeyl dimethyl group, an oleyl amidopropyl group, and combinations thereof.

13. The composition of claim 8 , comprising from 200 mg/L to 2,000 mg/L of the compound shown in formula (1).

14. The composition of claim 8 , wherein the total salinity is at least 50,000 mg/L.

15. The composition of claim 8 , wherein the composition is stable in seawater at 25° C. for 2 days.

Assignees

• Saudi Arabian Oil Co

Inventors

• Zhang Xuan
• Han Ming
• Wang Jinxun
• Cao Dongqing

Classifications

• C09K8/584 Primary

  characterised by the use of specific surfactants · CPC title

• C09K8/035

  Organic additives · CPC title